4-FORMYL-2-METHYLPHENYLBORONIC ACID → HCID 90739199, compound

HRID 585003

Reaction equation

HRID 585003 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[CH2:5][N:6]([CH3:14])[C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10].[CH3:18][C:19]1[CH:24]=[C:23]([CH:25]=[O:26])[CH:22]=[CH:21][C:20]=1B(O)O>>[CH:25]([C:23]1[CH:22]=[CH:21][C:20]([C:2]2[CH:17]=[CH:16][CH:15]=[C:4]([CH2:5][N:6]([CH3:14])[C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10])[CH:3]=2)=[C:19]([CH3:18])[CH:24]=1)=[O:26]

Participants

3

Reactant 2

HCID 103747594-FORMYL-2-METHYLPHENYLBORONIC ACIDHCID 20738487tert-Butyl 3-bromobenzyl(methyl)carbamate

Product 1

HCID 90739199HCID 90739199, compound

Procedure

In a manner similar to that of Example 1(e), by reacting 6.1 g (20.3 mmol) of tert-butyl (3-bromo benzyl)-N-methylcarbamate with 4.3 g (26.2 mmol) of 2-methyl-4-formylbenzene boronic acid, and after purification by chromatography on a column of silica eluted with a heptane/ethyl acetate mixture (8/2), 4 g (58%) of the expected product are obtained in the form of an orange oil.

Workup

  1. customafter purification by chromatography on a column of silica
  2. washeluted with a heptane/ethyl acetate mixture (8/2), 4 g (58%) of the expected product
  3. customare obtained in the form of an orange oil

Sources & evidence

ORD record
ord-fb16800b8e2f4b5e932a31f05bde0576
Source dataset
uspto-grants-2005_08
Patent number
US06927228B2

Linked notes

Loading…